Microwave Promoted Simple, Efficient and Regioselective Synthesis of Trisubstituted Imidazo[1,2-a]benzimidazoles on Soluble Support

被引:6
作者
Chen, Li-Hsun [1 ]
Hsiao, Ya-Shan [1 ]
Yellol, Gorakh S. [1 ]
Sun, Chung-Ming [1 ]
机构
[1] Natl Chiao Tung Univ, Dept Appl Chem, Hsinchu 30010, Taiwan
关键词
microwave-assisted; polymer-supported; amino benzimidazoles; biologically interesting; GUANIDINE;
D O I
10.1021/co1000037
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An efficient microwave-assisted and soluble polymer-supported synthesis of medicinally important imidazole-fused benzimidazoles has been developed. The protocol involves the rapid condensation of polymer-bound amino benzimidazoles with various alpha-bromoke-tones and subsequent in, situ intramolecular cyclization under microwave irradiation resulting in a one pot synthesis of imidazole interlacing benzimidazole polymer conjugates. The condensed product was obtained with excellent regioselectivity. The biologically interesting imidazo [1,2-a]benzimidazoles was released from polymer support at ambient temperature. Diversity in the triheterocyclic nucleus was achieved by the different substitutions at its 2, 3, and 9 positions. The new protocol has the advantages of short reaction time, easy workup process, excellent yields, reduced environmental impact, wide substrate scope and convenient procedure.
引用
收藏
页码:112 / 119
页数:8
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